Find Romantic Hotels in Jamaica Plain, MA

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Check availability on Jamaica Plain Romantic Hotels

Top Jamaica Plain Romantic Hotels

The Red Lion Inn Resort 1704
Exterior

The Red Lion Inn Resort 1704

3.0 star property
9.4 out of 10, Exceptional, (129)
"Built in 1704 charming … fabulous staff! We travel a lot and highly recommend… super eclectic experience"
The Red Lion Inn Resort 1704
The Beacon Waterfront Inn
King Luxury Suite Overlooking the Bay | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe

The Beacon Waterfront Inn

3.0 star property
9.4 out of 10, Exceptional, (282)
"The property is well appointed with a beach theme, but not overdone. Our room was very large with a nice view of the water from our balcony. The bed was very comfortable. We met the owner, who was very gracious and answered our questions. Breakfast was provided in the morning. Check in and out was simple and easy. The only improvement I could suggest is better lighting above the bathroom mirror. Looking forward to staying there again!"
The price is SAR 1,159
SAR 1,272 total
includes taxes & fees
19 Jun - 20 Jun
The Beacon Waterfront Inn
Nantasket Beach Resort
Exterior

Nantasket Beach Resort

3.0 star property
8.4 out of 10, Very Good, (1005)
"Loved our stay here!"
The price is SAR 650
SAR 800 total
includes taxes & fees
16 Jul - 17 Jul
Nantasket Beach Resort
Harbor Light Inn
Front of property - evening/night

Harbor Light Inn

3.5 star property
9.8 out of 10, Exceptional, (291)
"Great lovely stay..fabulous location, love the evening tavern for a drink..wonderful historic inn. "
Harbor Light Inn
Authentic Rustic Single Family Home in Old Town
TV, fireplace

Authentic Rustic Single Family Home in Old Town

10.0 out of 10, Exceptional, (53)
"Natasha was excellent host. The house is perfect. Very cozy, clean and loved how it’s decorated. Close to everything. Adorable. "
The price is SAR 1,051
SAR 1,915 total
includes taxes & fees
24 Jun - 25 Jun
Authentic Rustic Single Family Home in Old Town
Hawthorne Hotel
2 restaurants, breakfast, lunch, dinner served; American cuisine

Hawthorne Hotel

3.5 star property
9.4 out of 10, Exceptional, (1214)
"beautiful old hotel staff was super friendly and helpful and the area is so rich in historty"
Hawthorne Hotel
The Hotel Salem
Bar (on property)

The Hotel Salem

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Perfect location - great vibes"
The price is SAR 696
SAR 777 total
includes taxes & fees
30 Jun - 1 Jul
The Hotel Salem
Gorgeous Oceanfront Penthouse
On the beach

Gorgeous Oceanfront Penthouse

10.0 out of 10, Exceptional, (86)
"Very nice place, beautiful views and great location, especially if you like to walk along the beach. "
The price is SAR 1,062
SAR 1,853 total
includes taxes & fees
25 Jun - 26 Jun
Gorgeous Oceanfront Penthouse
Marriott Boston Quincy
View from property

Marriott Boston Quincy

3.5 star property
8.8 out of 10, Excellent, (1190)
"Great affordable hotel "
The price is SAR 443
SAR 495 total
includes taxes & fees
1 Jul - 2 Jul
Marriott Boston Quincy
Boston Marriott Peabody
Property amenity

Boston Marriott Peabody

3.5 star property
8.8 out of 10, Excellent, (1000)
"Clean, friendly staff, right off the highway"
The price is SAR 604
SAR 675 total
includes taxes & fees
3 Jul - 4 Jul
Boston Marriott Peabody
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Searching for romantic hotels in Jamaica Plain?
If you and your partner need a romantic escape, we've got just the ticket. You might consider checking out some of the nearby sights and attractions such as Arnold Arboretum, Axiom, or The Footlight Club. If you'd like to stay close to a particular destination, you can sort properties by neighborhood or distance to top sights, so you'll be able to see everything on your list.
How many romantic hotels are there in Jamaica Plain?
Expedia has 9 romantic Jamaica Plain hotels for you both to enjoy.
When is the best time to visit Jamaica Plain?
The hottest months are usually July and August with an average temperature of 70°F,
  • Coldest months: January, February, December, and March
  • Driest months: May, September, November, and August
  • Rainiest months: October, December, March, and July
What is there to do in Jamaica Plain?
There's nothing better than seeing a new destination with your sweetheart, so consider checking out all that Jamaica Plain has to offer. Arnold Arboretum, Axiom, and The Footlight Club are worth a stop when you're out and about.
What's the best way to get to Jamaica Plain and around town during my romantic getaway?
These transportation options in Jamaica Plain might help your romantic trip get off to a smooth start: Make your way to Jamaica Plain with a flight to Boston, MA (BNH-Boston Harbor Seaplane Base), which is the closest major airport located 5.6 mi (9 km) away. Metro stations nearby include Green Street Station and Heath Street Station.